Abstract

The title zwitterion, C17H13NO2 (systematic name: 1-{(1E)-[(4-hy­droxy­phen­yl)iminium­yl]meth­yl}naphthalen-2-olate), features an intra­molecular charge-assisted N+—H...O− hydrogen bond. A twist in the mol­ecule is evident around the N—C(hy­droxy­benzene) bond [C—N—C—C torsion angle = 39.42 (8)°] and is reflected in the dihedral angle of 39.42 (8)° formed between the aromatic regions of the mol­ecule. In the crystal, zigzag supra­molecular chains along the a axis are formed by charge-assisted hy­droxy-O—H...O(phenoxide) hydrogen bonding. These are connected into a layer in the ab plane by charge-assisted hy­droxy­benzene-C—H...O(phenoxide) inter­actions and π–π contacts [inter-centroid distance between naphthyl-C6 rings = 3.4905 (12) Å]. Layers stack along the c axis with no specific inter­actions between them. The Hirshfeld surface analysis points to the significance C...H contacts between layers.

Item Type:

Article

Additional Information:

First author is with Research & Development Centre, Bharathiar University; 2nd author is with Govt. Science College, Bangalore and SSMRV College, Bangalore; 3rd author is with SSMRV College, Bangalore; 4th author is with Department of Physics, Bhavan’s Sheth R. A. College of Science, Ahmedabad; 5th author is with Research
Centre for Crystalline Materials, School of Science and Technology, Sunway University